An Efficient Synthesis of 3-(1H-Tetrazol-5-yl)coumarins (=3-(1H-Tetrazol-5-yl)-2H-1-benzopyran-2-ones) via Domino Knoevenagel Condensation, Pinner Reaction, and 1,3-Dipolar Cycloaddition in Water

被引：9

作者：

Tisseh, Zeinab Noroozi ^{[1
]}

Dabiri, Minoo ^{[1
]}

Bazgir, Ayoob ^{[1
]}

机构：

[1] Shahid Beheshti Univ, Dept Chem, Gc Tehran 1983963113, Iran

来源：

HELVETICA CHIMICA ACTA | 2012年 / 95卷 / 09期

关键词：

Coumarins; 2H-1-Benzopyran-2-one; Knoevenagel condensation; Pinner reaction; Cycloadditions; Domino reactions; 1H-Tetrazole derivatives; 5-SUBSTITUTED; 1H-TETRAZOLES; RECEPTOR ANTAGONISTS; TETRAZOLES; NITRILES; ACID; DERIVATIVES; AZIDE; SAFE;

D O I：

10.1002/hlca.201200031

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A novel straightforward synthesis of 3-(1H-tetrazol-5-yl)coumarins (=3-(1H-tetrazol-5-yl)-2H-1-benzopyran-2-ones) 6 via domino Knoevenagel condensation, Pinner reaction, and 1,3-dipolar cycloaddition of substituted salicylaldehydes (=2-hydroxybenzaldehydes), malononitrile (propanedinitrile), and sodium azide in H2O is reported (Scheme 1 and Table 2). This general protocol provides a wide variety of 3-(1H-tetrazol-5-yl)coumarins in good yields under mild reaction conditions.

引用

页码：1600 / 1604

页数：5

共 23 条

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